Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 2.2, Problem 2.8E

(a)

Interpretation Introduction

Interpretation: The category of reaction from below substrates should be identified along with the product formed in the reaction and appropriate curved arrows should be used to show electron movement.

  (i)CH3O+H+(ii)H++CH3CH=CHCH3(iii)( CH 3)2N+HCl(iv)CH3O+O=CH2

Concept introduction: The fundamental electrostatics suggests that electrons have more affinity for electron-deficient sites in an organic compound or positive charge. The curved arrow is appropriate mechanism to depict electron movement that occurs from electron rich species to electron-deficient species.

(b)

Interpretation Introduction

Interpretation: The wrong thing about below arrow diagrams should be indicated.

  Organic Chemistry: Structure and Function, Chapter 2.2, Problem 2.8E

Concept introduction: The fundamental electrostatics suggests that electrons have more affinity for electron deficient sites in an organic compound or positive charge. The curved arrow is appropriate mechanism to depict electron movement that occurs from electron rich species to electron deficient species.

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(b) (1-chloromethyl)cyclopentane, CeH11CI reacts with aqueous sodium hydroxide, NaOH to produce a primary alcohol AA. When CeH11Cl is added with magnesium, Mg in ether, an organometallic compound BB is formed. When compound BB reacts with ethanal, CH3CHO, a secondary alcohol cCis formed. The molecular structure of CeH11Cl is given below. (1-klorometil)siklopentana, CoH1,CI bertindak balas dengan akues natrium hidroksida, NaOH bagi menghasilkan satu alkohol primer AA. Apabila CeH11CI ditambah dengan magnesium, Mg dalam eter, sebatian organologam BB terbentuk. Apabila sebatian BB bertindak balas dengan etanal, CH;CHO, satu alkohol sekunder CC dihasilkan. Struktur molekul bagi CsH11CI diberikan di bawah. .CI (1-chloromethyl)cyclopentane (i) Draw the structural formula for compound AA through Cc. Lukiskan formula struktur bagi sebatian AA sehingga C. (ii) What is the type of reaction to produce compound AA? Apakah jenis tindak balas untuk menghasilkan sebatian AA?
Arrange the following compounds in increasing order of their property as indicated :(i) CH3COCH3, C6H5COCH3, CH3CHO(reactivity towards nucleophilic addition reaction)(ii) Cl—CH2—COOH, F—CH2—COOH, CH3—COOH (acidic character)
(d) This structure is that of an alcohol with the hydroxyl group on the third C atom of a five-carbon chain.The compound is called pentan-3-ol
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